55+ Communities Hillsborough County

Discover your own resort-at-home lifestyle in Hillsborough County. We have compiled all of the 55+ active adult communities in Hillsborough County in one place for you.

Here you will find all new construction as well as resale homes in Hillsborough County. You will fall in love with the fun-filled amenities and stylish single-family homes within these country club settings.

Working with an agent that is knowledgeable in all the requirements to live in a 55+ active adult community is crucial. Nick & Cindy Davis with RE/MAX Premier Group have assisted hundreds of our clients find the home of their dreams here in the Tampa Bay And Surrounding Areas. We are always just a click here or call to 813-300-7116 away.

55+ Communities Hillsborough County55+ Communities Hillsborough County


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All Active Adult Communities in Hillsborough County

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(all data current as of 6/29/2026)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

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151 - 180 of 500+ | Previous Page 6 of 17 Next
  1. Photo of 8327 Maid Marions Trail, Lakeland, FL 33809 (MLS # L4963138)
    $300,000
    Photo of 8327 Maid Marions Trail, Lakeland, FL 33809 (MLS # L4963138)
    Photo of 8327 Maid Marions Trail, Lakeland, FL 33809 (MLS # L4963138)
    33
     
    8327 Maid Marions Trail, Lakeland, FL
    8327 Maid Marions Trail
    Lakeland, FL
    • 3 Beds
    • 2 Baths
    • 1,974 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  2. Photo of 1950 Pine Meadows Golfcourse Road, Eustis, FL 32726 (MLS # O6420748)
    $324,400
    Photo of 1950 Pine Meadows Golfcourse Road, Eustis, FL 32726 (MLS # O6420748)
    Photo of 1950 Pine Meadows Golfcourse Road, Eustis, FL 32726 (MLS # O6420748)
    20
     
    1950 Pine Meadows Golfcourse Road, Eustis, FL
    1950 Pine Meadows Golfcourse Road
    Eustis, FL
    • 4 Beds
    • 3 Baths
    • 2,174 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  3. Photo of 3578 NE 38th Lane, Ocala, FL 34479 (MLS # O6420746)
    $289,490
    Photo of 3578 NE 38th Lane, Ocala, FL 34479 (MLS # O6420746)
    Photo of 3578 NE 38th Lane, Ocala, FL 34479 (MLS # O6420746)
    38
     
    3578 NE 38th Lane, Ocala, FL
    3578 NE 38th Lane
    Ocala, FL
    • 3 Beds
    • 2 Baths
    • 1,703 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  4. Photo of 3285 Cup Drive, Lakeland, FL 33803 (MLS # O6420702)
    $384,840
    Photo of 3285 Cup Drive, Lakeland, FL 33803 (MLS # O6420702)
    Photo of 3285 Cup Drive, Lakeland, FL 33803 (MLS # O6420702)
    3285 Cup Drive, Lakeland, FL
    3285 Cup Drive
    Lakeland, FL
    • 4 Beds
    • 2 Baths
    • 1,624 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  5. Photo of 4939 Dr Martin Luther King Jr Street N, St Petersburg, FL 33703 (MLS # TB8524167)
    $324,900
    Photo of 4939 Dr Martin Luther King Jr Street N, St Petersburg, FL 33703 (MLS # TB8524167)
    Photo of 4939 Dr Martin Luther King Jr Street N, St Petersburg, FL 33703 (MLS # TB8524167)
    4939 Dr Martin Luther King Jr Street N, St Petersburg, FL
    4939 Dr Martin Luther King Jr Street N
    St Petersburg, FL
    • 2 Beds
    • 1 Bath
    • 936 Home (sqft)
    • 1 Bath
    • 6,099 Lot (sqft)
  6. Photo of 854 Tundra Loop, Groveland, FL 34736 (MLS # O6420741)
    $458,990
    Photo of 854 Tundra Loop, Groveland, FL 34736 (MLS # O6420741)
    Photo of 854 Tundra Loop, Groveland, FL 34736 (MLS # O6420741)
    24
     
    854 Tundra Loop, Groveland, FL
    854 Tundra Loop
    Groveland, FL
    • 4 Beds
    • 3 Baths
    • 2,366 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  7. Photo of 2211 Hialeah Avenue, Leesburg, FL 34748 (MLS # O6416855)
    $34,999
    Photo of 2211 Hialeah Avenue, Leesburg, FL 34748 (MLS # O6416855)
    Photo of 2211 Hialeah Avenue, Leesburg, FL 34748 (MLS # O6416855)
    2211 Hialeah Avenue, Leesburg, FL
    2211 Hialeah Avenue
    Leesburg, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 14,811 Lot (sqft)
  8. Photo of 2759 Pleasant Cypress Circle, Kissimmee, FL 34741 (MLS # O6420541)
    $359,900
    Photo of 2759 Pleasant Cypress Circle, Kissimmee, FL 34741 (MLS # O6420541)
    Photo of 2759 Pleasant Cypress Circle, Kissimmee, FL 34741 (MLS # O6420541)
    20
     
    2759 Pleasant Cypress Circle, Kissimmee, FL
    2759 Pleasant Cypress Circle
    Kissimmee, FL
    • 3 Beds
    • 3 Baths
    • 1,771 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  9. Photo of 12020 Streambed Drive, Riverview, FL 33579 (MLS # TB8524175)
    $350,000
    Photo of 12020 Streambed Drive, Riverview, FL 33579 (MLS # TB8524175)
    Photo of 12020 Streambed Drive, Riverview, FL 33579 (MLS # TB8524175)
    100
     
    12020 Streambed Drive, Riverview, FL
    12020 Streambed Drive
    Riverview, FL
    • 3 Beds
    • 3 Baths
    • 2,255 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  10. Photo of 5223 Hamlet Circle, Spring Hill, FL 34606 (MLS # W7885824)
    $365,900
    Photo of 5223 Hamlet Circle, Spring Hill, FL 34606 (MLS # W7885824)
    Photo of 5223 Hamlet Circle, Spring Hill, FL 34606 (MLS # W7885824)
    50
     
    5223 Hamlet Circle, Spring Hill, FL
    5223 Hamlet Circle
    Spring Hill, FL
    • 3 Beds
    • 2 Baths
    • 1,949 Home (sqft)
    • 2 Baths
    • 14,811 Lot (sqft)
  11. Photo of 11736 Cr 675w, Webster, FL 33597 (MLS # W7887054)
    $179,000
    Photo of 11736 Cr 675w, Webster, FL 33597 (MLS # W7887054)
    Photo of 11736 Cr 675w, Webster, FL 33597 (MLS # W7887054)
    18
     
    11736 Cr 675w, Webster, FL
    11736 Cr 675w
    Webster, FL
    • 3 Beds
    • 2 Baths
    • 1,344 Home (sqft)
    • 2 Baths
    • 16,553 Lot (sqft)
  12. Photo of 11089 N Us Highway 301 #I-6,I-7, Oxford, FL 34484 (MLS # G5114012)
    $42,000
    Photo of 11089 N Us Highway 301 #I-6,I-7, Oxford, FL 34484 (MLS # G5114012)
    Photo of 11089 N Us Highway 301 #I-6,I-7, Oxford, FL 34484 (MLS # G5114012)
    29
     
    11089 N Us Highway 301 #I-6,I-7, Oxford, FL
    11089 N Us Highway 301 #I-6,I-7
    Oxford, FL
    • 0 Beds
    • 0 Baths
    • 3,200 Home (sqft)
    • 0 Baths
    • 3,050 Lot (sqft)
  13. Photo of 2717 Savannah Drive, Leesburg, FL 34748 (MLS # O6420706)
    $260,000
    Photo of 2717 Savannah Drive, Leesburg, FL 34748 (MLS # O6420706)
    Photo of 2717 Savannah Drive, Leesburg, FL 34748 (MLS # O6420706)
    40
     
    2717 Savannah Drive, Leesburg, FL
    2717 Savannah Drive
    Leesburg, FL
    • 3 Beds
    • 2 Baths
    • 1,400 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  14. Photo of 1500 S Martin Luther King Jr Avenue, Clearwater, FL 33756 (MLS # TB8524165)
    $225,000
    Photo of 1500 S Martin Luther King Jr Avenue, Clearwater, FL 33756 (MLS # TB8524165)
    Photo of 1500 S Martin Luther King Jr Avenue, Clearwater, FL 33756 (MLS # TB8524165)
    11
     
    1500 S Martin Luther King Jr Avenue, Clearwater, FL
    1500 S Martin Luther King Jr Avenue
    Clearwater, FL
    • 2 Beds
    • 1 Bath
    • 754 Home (sqft)
    • 1 Bath
    • 4,792 Lot (sqft)
  15. Photo of 16341 Hidden Oak Loop, Lakewood Ranch, FL 34211 (MLS # A4698344)
    $1,150,000
    Photo of 16341 Hidden Oak Loop, Lakewood Ranch, FL 34211 (MLS # A4698344)
    Photo of 16341 Hidden Oak Loop, Lakewood Ranch, FL 34211 (MLS # A4698344)
    16341 Hidden Oak Loop, Lakewood Ranch, FL
    16341 Hidden Oak Loop
    Lakewood Ranch, FL
    • 5 Beds
    • 4 Baths
    • 4,219 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  16. Photo of 14803 Emerald Landing Place, Wimauma, FL 33598 (MLS # O6420608)
    $300,000
    Photo of 14803 Emerald Landing Place, Wimauma, FL 33598 (MLS # O6420608)
    Photo of 14803 Emerald Landing Place, Wimauma, FL 33598 (MLS # O6420608)
    30
     
    14803 Emerald Landing Place, Wimauma, FL
    14803 Emerald Landing Place
    Wimauma, FL
    • 4 Beds
    • 3 Baths
    • 1,914 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  17. Photo of 14543 Golden Harbor Lane, Winter Garden, FL 34787 (MLS # O6420711)
    $525,000
    Photo of 14543 Golden Harbor Lane, Winter Garden, FL 34787 (MLS # O6420711)
    Photo of 14543 Golden Harbor Lane, Winter Garden, FL 34787 (MLS # O6420711)
    44
     
    14543 Golden Harbor Lane, Winter Garden, FL
    14543 Golden Harbor Lane
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 2,039 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  18. Photo of 37320 Moore Drive, Dade City, FL 33525 (MLS # TB8523888)
    $375,000
    Photo of 37320 Moore Drive, Dade City, FL 33525 (MLS # TB8523888)
    Photo of 37320 Moore Drive, Dade City, FL 33525 (MLS # TB8523888)
    71
     
    37320 Moore Drive, Dade City, FL
    37320 Moore Drive
    Dade City, FL
    • 3 Beds
    • 2 Baths
    • 1,730 Home (sqft)
    • 2 Baths
    • 19,167 Lot (sqft)
  19. Photo of 6264 Botticella Boulevard, Winter Haven, FL 33884 (MLS # O6420737)
    $296,490
    Photo of 6264 Botticella Boulevard, Winter Haven, FL 33884 (MLS # O6420737)
    Photo of 6264 Botticella Boulevard, Winter Haven, FL 33884 (MLS # O6420737)
    25
     
    6264 Botticella Boulevard, Winter Haven, FL
    6264 Botticella Boulevard
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,326 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  20. Photo of 32318 Evening Grove Court, Wesley Chapel, FL 33543 (MLS # TB8524171)
    $442,990
    Photo of 32318 Evening Grove Court, Wesley Chapel, FL 33543 (MLS # TB8524171)
    Photo of 32318 Evening Grove Court, Wesley Chapel, FL 33543 (MLS # TB8524171)
    36
     
    32318 Evening Grove Court, Wesley Chapel, FL
    32318 Evening Grove Court
    Wesley Chapel, FL
    • 4 Beds
    • 3 Baths
    • 2,305 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  21. Photo of 3415 Cr 679, Webster, FL 33597 (MLS # W7887161)
    $200,000
    Photo of 3415 Cr 679, Webster, FL 33597 (MLS # W7887161)
    Photo of 3415 Cr 679, Webster, FL 33597 (MLS # W7887161)
    3415 Cr 679, Webster, FL
    3415 Cr 679
    Webster, FL
    • 3 Beds
    • 2 Baths
    • 1,568 Home (sqft)
    • 2 Baths
    • 10.12 Lot (ac)
  22. Photo of 3360 Creek Run Lane, Eustis, FL 32736 (MLS # G5114285)
    $349,900
    Photo of 3360 Creek Run Lane, Eustis, FL 32736 (MLS # G5114285)
    Photo of 3360 Creek Run Lane, Eustis, FL 32736 (MLS # G5114285)
    3360 Creek Run Lane, Eustis, FL
    3360 Creek Run Lane
    Eustis, FL
    • 4 Beds
    • 2 Baths
    • 1,952 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
  23. Photo of 170 Glenfield Drive, Davenport, FL 33837 (MLS # O6420734)
    $356,990
    Photo of 170 Glenfield Drive, Davenport, FL 33837 (MLS # O6420734)
    Photo of 170 Glenfield Drive, Davenport, FL 33837 (MLS # O6420734)
    35
     
    170 Glenfield Drive, Davenport, FL
    170 Glenfield Drive
    Davenport, FL
    • 4 Beds
    • 3 Baths
    • 2,175 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  24. Photo of 1534 Leeway Avenue, Orlando, FL 32810 (MLS # O6416035)
    $379,900
    Photo of 1534 Leeway Avenue, Orlando, FL 32810 (MLS # O6416035)
    Photo of 1534 Leeway Avenue, Orlando, FL 32810 (MLS # O6416035)
    94
     
    1534 Leeway Avenue, Orlando, FL
    1534 Leeway Avenue
    Orlando, FL
    • 3 Beds
    • 2 Baths
    • 1,458 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  25. Photo of 10246 Tarpon Drive, Treasure Island, FL 33706 (MLS # TB8523584)
    $1,050,000
    Photo of 10246 Tarpon Drive, Treasure Island, FL 33706 (MLS # TB8523584)
    Photo of 10246 Tarpon Drive, Treasure Island, FL 33706 (MLS # TB8523584)
    28
     
    10246 Tarpon Drive, Treasure Island, FL
    10246 Tarpon Drive
    Treasure Island, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9,584 Lot (sqft)
  26. Photo of 31 Redbud Road, Palm Coast, FL 32137 (MLS # FC319557)
    $279,900
    Photo of 31 Redbud Road, Palm Coast, FL 32137 (MLS # FC319557)
    Photo of 31 Redbud Road, Palm Coast, FL 32137 (MLS # FC319557)
    22
     
    31 Redbud Road, Palm Coast, FL
    31 Redbud Road
    Palm Coast, FL
    • 3 Beds
    • 3 Baths
    • 1,795 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  27. Photo of 4565 S Atlantic Avenue #5104, Port Orange, FL 32127 (MLS # V4949794)
    $837,500
    Photo of 4565 S Atlantic Avenue #5104, Port Orange, FL 32127 (MLS # V4949794)
    Photo of 4565 S Atlantic Avenue #5104, Port Orange, FL 32127 (MLS # V4949794)
    48
     
    4565 S Atlantic Avenue #5104, Port Orange, FL
    4565 S Atlantic Avenue #5104
    Port Orange, FL
    • 3 Beds
    • 3 Baths
    • 2,060 Home (sqft)
    • 3 Baths
    • 2.39 Lot (ac)
  28. Photo of 4535 Narrative Lane, Kissimmee, FL 34746 (MLS # O6420720)
    $745,000
    Photo of 4535 Narrative Lane, Kissimmee, FL 34746 (MLS # O6420720)
    Photo of 4535 Narrative Lane, Kissimmee, FL 34746 (MLS # O6420720)
    32
     
    4535 Narrative Lane, Kissimmee, FL
    4535 Narrative Lane
    Kissimmee, FL
    • 8 Beds
    • 5 Baths
    • 4,289 Home (sqft)
    • 5 Baths
    • 5,663 Lot (sqft)
  29. Photo of 689 Ruth Avenue, Haines City, FL 33844 (MLS # O6420725)
    $281,890
    Photo of 689 Ruth Avenue, Haines City, FL 33844 (MLS # O6420725)
    Photo of 689 Ruth Avenue, Haines City, FL 33844 (MLS # O6420725)
    689 Ruth Avenue, Haines City, FL
    689 Ruth Avenue
    Haines City, FL
    • 4 Beds
    • 2 Baths
    • 1,985 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  30. Photo of 6312 Buford Street #708, Orlando, FL 32835 (MLS # O6417762)
    $425,000
    Photo of 6312 Buford Street #708, Orlando, FL 32835 (MLS # O6417762)
    Photo of 6312 Buford Street #708, Orlando, FL 32835 (MLS # O6417762)
    80
     
    6312 Buford Street #708, Orlando, FL
    6312 Buford Street #708
    Orlando, FL
    • 3 Beds
    • 3 Baths
    • 2,345 Home (sqft)
    • 3 Baths
    • 20,474 Lot (sqft)
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